Dynamic kinetic resolution of amines and synthesis of molecules with remarkable biological activity

• Grant number: 11/12821-3
• Support type: Regular Research Grants
• Duration: October 01, 2011 - September 30, 2013
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Fernanda Amaral de Siqueira
• Grantee: Fernanda Amaral de Siqueira
• Home Institution: Instituto de Ciências Ambientais, Químicas e Farmacêuticas (ICAQF). Universidade Federal de São Paulo (UNIFESP). Campus Diadema. Diadema , SP, Brazil

Abstract

The objective of this research project is to study the Dynamic Kinetic Resolution methodology for the synthesis of asymmetric amines. It is known that amines skeleton is present in a large number of compounds with biological activity. They acts specially in central nervous system and can act as antidepressive drugs.The main work front is the development of the non-enzymatic Dynamic Kinetic Resolution of primary amines using chiral sulfonamides as acylating agent and inducer of chirality in the stage of acylation, combined with the use of palladium supported catalysts supported on alkaline earth metal salts in the stage of racemization. From the proposed studies we intend to extend the proposal for a serie of functionalized substrates, as aminoindanes, aminochromanes, aminoacids and derivatives for application in total synthesis of substances with biological activity.Another work front proposed is the development of new metal catalysts of palladium, nickel and bimetallics (containing Pd and Ni) for racemization of chiral amines, which can be used both in non-enzymatic and enzymatic Dynamic Kinetic Resolution of aromatic or aliphatic amines. (AU)

Scientific publications

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

BÁRBARA R. OLIVEIRA; CARLA C. SILVA; JULIANA C. P. CALADO; WAGNER L. BATISTA; FERNANDA A. SIQUEIRA; LUIZ S. LONGO JR. REPARAÇÃO DE α-ACETILOXI-N-CICLOEXILAMIDAS ATRAVÉS DA REAÇÃO DE PASSERINI UTILIZANDO DIMETILCARBONATO COMO SOLVENTE AMBIENTALMENTE AMIGÁVEL. Química Nova, v. 41, n. 1, p. -, Jan. 2018.